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Merck

B2517

6-Biopterin

≥97%

Synonym(s):

(1’R,2’S)-Biopterin, 2-Amino-4-hydroxy-6-(1,2-dihydroxypropyl)pteridine, L-erythro-6-(1,2-Dihydroxypropyl)pterin

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About This Item

Empirical Formula (Hill Notation):
C9H11N5O3
CAS Number:
22150-76-1
Molecular Weight:
237.22
UNSPSC Code:
41106305
NACRES:
NA.51
PubChem Substance ID:
24891654
EC Number:
244-807-8
Beilstein/REAXYS Number:
87860
MDL number:
MFCD00036787
Form:
powder
Assay:
≥97%
Solubility:
1 M NaOH: soluble-10 mg/mL, clear, colorless to light greenish-yellow
Biological source:
synthetic

Key Documents

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InChI

1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h2-3,6,15-16H,1H3,(H3,10,11,13,14,17)/t3-,6-/m0/s1

SMILES string

C[C@H](O)[C@H](O)c1cnc2NC(N)=NC(=O)c2n1

InChI key

LHQIJBMDNUYRAM-DZSWIPIPSA-N

biological source

synthetic

assay

≥97%

form

powder

solubility

1 M NaOH: soluble-10 mg/mL, clear, colorless to light greenish-yellow

storage temp.

2-8°C

Quality Level

200

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Application

6-Biopterin is an oxidation product from the melanogenesis regulating cofactor (6R)5,6,7,8 tetrahydrobiopterin (6-BH4). In vitro, 6-Biopterin is cytotoxic to melanocytes. However, in vivo, 6-Biopterin is rapidly and sequentially reduced back to 6-GH4 via q-BH2. Recent studies suggest that 6-Biopterin among other pteridines may be a useful non-invasive biomarker for cancer.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM8417
BCCL0760
BCCH9604
BCCD8434
BCBZ8817

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Siew Ling Choy et al.
Scientific reports, 7(1), 9472-9472 (2017-08-27)
Intracellular pathogens belonging to the genus Leishmania have developed effective strategies that enable them to survive within host immune cells. Immunostimulatory compounds that counteract such immunological escape mechanisms represent promising treatment options for diseases. Here, we demonstrate that a lipopeptidephosphoglycan
Sanjeewa Gamagedara et al.
Clinica chimica acta; international journal of clinical chemistry, 412(1-2), 120-128 (2010-09-28)
Biomarkers are good potential tools for early cancer diagnosis. Here we have analyzed eight different pteridines in the urine samples of cancer patients and compared them with samples from healthy subjects. Pteridines are important cofactors in the process of cell
Paola A Nocua et al.
Parasites & vectors, 10(1), 610-610 (2017-12-21)
The study of RNA binding proteins (RBPs) is of great relevance for understanding processes like post-transcriptional control of gene expression. The post-transcriptional mechanisms are particularly important in Leishmania parasites and related trypanosomatids since transcriptional regulation is almost absent in them.
Nathalie Isorce et al.
Bio-protocol, 10(9), e3598-e3598 (2021-03-05)
Many RNA viruses are found in protozoan parasites. They can be responsible for more serious pathology or treatment failure. For the detection of viral double-stranded RNA (dsRNA), sequence-dependent and -independent methods are available, such as quantitative real-time PCR and immunofluorescence
Emma L DeWalt et al.
Acta crystallographica. Section D, Biological crystallography, 69(Pt 1), 74-81 (2013-01-01)
Polarization-resolved second-harmonic generation (PR-SHG) microscopy is described and applied to identify the presence of multiple crystallographic domains within protein-crystal conglomerates, which was confirmed by synchrotron X-ray diffraction. Principal component analysis (PCA) of PR-SHG images resulted in principal component 2 (PC2)
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